Method of rinsing hair with hydrazinium chlorides



United States This invention relates to improved hair rinse compositionsand more particularly to a hair rinse containing certain hydraziniumcompounds.

Hair rinses have been used for several years. Both vinegar and lemonjuice have been used to remove the lime soap after shampooing the hair.Even before the advent of the earlier detergents and the cold wave com-.

positions, improvements have been made to give added impetus to thefield of hair rinses. Various types of solutions including polybasichydroxy-acids are widely used. Solutions of citric and tartaric acid andlater those of maleic acid were suggested as rinses. These materialswere used as liquids but were generally sold as powders in which thecustomerdissolved the liquids or the correct amount of powder in waterto make up th composition for use as a hair rinse.

The modern rinses, other than the color rinses, are of an entirelydifferent nature than the earlier acid type rinses. They may be definedas filmformers under proper conditions. The novel hydrazinium compoundsof our composition fall within this type of composition. These compoundsform what might be called monomolecular film on the hair. This type offilm not only gives a pleasant sheen and appearance to the hair but alsomakes for easier combing and greater manageability. The hydraziniumcompounds of our novel hair rinse composition form compounds with theionic and non-ionic detergents. For this reason, the application of ournovel compound is normally as a separate rinse after the shampooing ofthe hair has been completed. Alternately these materials may be appliedwith the shampoos. However, we prefer to use our formulations as aseparate rinse.

The hydrazinium compounds of our composition are represented by thegeneral formula The R groups may be hydrogen, alkyl or substituted alkylgroups containing 1 to 45 carbon atoms. The X groups may be chlorine,bromine or iodine. The compounds have structures as shown and are namedhydrazinium according to the International Union of Chemistry rules ofnomenclature.

We prefer to use compounds wherein at least one of R groups containsmore than eight carbon atoms. Examples of suitable compounds include:N,N-bis (hydro tallow) N-methyl hydrazinium chloride, N,N-dimethyl-Ncoco hydrazinium chloride, N,N-dimethyl-N-octadecylhydraziniumchloride, N,N-dimethyl-N- (hydro tallow) hydrazinium chloride, N(Z-hydroxyethyl) N,N-bis (Z-stearoyloxyethyl) hydrazinium chloride, etc.

The hydrazinium compounds are present as 2 to 15 percent, preferably 3to 5 percent of the formulation.

aten t O "ice Although clear solutions of our novel hydraziniumcompounds may be used, these formulations are normally This givesthemade up as emulsions or dispersions. product a creamed appearance,and thus, the name creme rinse. Typical formulations of our novel hairrinse com.

position is as follows:

EXAMPLE I Acid stabilized, percent Hydrazinium compound [N,N-bis (hydrotallow-) N-methyl hydrazinium chloride] 3' Glyceryl monostearat 3Distilled water 94 Water soluble perfum q.s. D and C Red No. 19 q.s.

EXAMPLE II Hydrazinium compound [N,N-bis(hydro tallow)N-methylhydrazinium chloride] 3 Glyceryl monopalmimte I 3 Distilledwater 94 Water soluble perfume q.s.

EXAMPLE III Hydrazinium compound (N,N-dimethyl-N-soya" hydraziniumchloride) 3 Distilled water 94 Water soluble perfume q.s.

EXAMPLE 1V Hydrazinium compound (N,N-bis coco-N-methylhydraziniumchloride) 3 Glyceryl monostearate 3 Distilled water 94 Water solubleperfume q.s.

EXAMPLE V Hydrazinium compound [N,N-bis(hydro tallow)N-methylhydrazinium chloride] 15 Distilled water Water soluble perfumeq.s.

EXAMPLE VI The novel hydrazinium compounds of our invention wereevaluated as hair conditioners using the compound N,N-bis(hydrotallow)N-methylhydrazinium chloride, hereafter referred to as CA-lOO. Inorder to evaluate these compositions in the most severe conditions aseries of swatches of hair were subjected to various conditions whichwould develop problem hair situations. The swatches were soaked for twoor three hours in 6% hydrogen peroxide. After the bleach treatment, thehair Was washed with dishwashing detergent, soaked in vinegar, rinsedwith water and then with the commercial creme rinses or our CA-lOOformulation. All the swatches were Wound up on permanent wave curlersand oven dried at a temperature of about 200 F. As a result of thebleaching and other preliminary treatment, the hair showed very definiteevidences of damage. The hair was rough and tangled very badly to thepoint that several strands of the hair broke when combing was attempted.The damaged hair magnified the results of gall! rinse treatment. Theresults of this run are shown I e ow:

Table I Sample Treatment Wet combing (not Dry combing No. curled)(curled) 1 None Impossible Harsh stiff, nearly impossible.

2 Commercial Hair Rinse Combed Easily... Not much A. improve mentover 1. 3 Commercial Softening Hard to Comb.... Some improve- Agent.ment over 2. 4 CA-100 1% rinsed with Improved Comb- Best combing Hi0.ing. sample, least breaking. 5 (IA-100 1% not rinsed--- Nit as good as 6Commercial hair rinseB- Combed easily-.-- Impossible.

The more these samples were handled and combed, the more hair broke outof each swatch. The worse the sample the more breakage occurred. Thesuperiority of (4) (CA-1.00) formulation was demonstrable throughout.

Obviously many modifications and variations of the invention as here andabove set forth may be made without departing from the essence and scopethereof and only such limitations should he applied as are indicated inthe appended claims.

What is claimed is:

1. The method of rinsing hair'whichcomprises treating said hair with a145%- aqueoussolution of a hydrazinium compound selected from the groupconsisting 4 of N,N-bis -(hydro tallow) N-methyl-hydrazinium chlo ride;N,N-dimethyl-N-coco hydrazinium chloride; N,N- dimethyl-N-octadecylhydrazinium chloride; and N(2-hydroxyethyl) N,N-bis (2-stearoyloxyethyl)hydrazinium 5 chloride.

2. The method of rinsing hair which comprises treat ing said hair with a3-5% aqueous solution of N,N-bis (hydro tallow) N-methyl-hydraziniumchloride.

3. The method of rinsing hair which comprises treating said hair with a3-5 aqueous solution of N,N-dimethyl-N-coco hydrazinium chloride.

4. The method of rinsing hair which comprises treating said hair with a3-5 aqueous solution of N,N-dimethyl-N-octadecyl hydrazinium chloride.

5. The method of rinsing hair which comprises treating said. hair with a35% aqueous solution of N(2-hydroxyethyl) N,N bis (2-stearoyloxyethyl)hydrazinium chloride.

References Cited in the file of this patent UNITED STATES PATENTSOmietanski Oct. 4, 1960 OTHER REFERENCES

1. THE MEHTOD OF RINSING HAIR WHICH COMPRISES TREATING SAID HAIR WITH A1-15% AQUEOUS SOLUTION OF A HYDRAZINIUM COMPOUND SELECTED FROM THE GROUPCONSISTING OF N,N-BIS (HYDRO "TALLOW") N-METHYL-HYDRAZINIUM CHLORIDE;N,N-DIMETHYL-N-"COCO"HYDRAZINIUM CHLORIDE; N,NDIMETHYL-N-OCTADECYLHYDRAZINIUM CHLORIDE; AND N(2-HYDROCYETHYL) N,N-BIS (2-STEAROYLOXYETHYL)HYDRAZINIUM CHLORIDE.